Photo by Dawn Sanders

Search Vacation Homes in Harlan

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Vacation Homes in Harlan

Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park
Terrace/patio

Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

10.0 out of 10, Exceptional, (3)
"Very cute house with everything you need"
Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park
1928 Home in the heart of Cumberland Gap
Exterior

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (88)
"Adorable home located in the heart of the Cumberland Gap was perfect for our quick stay visiting LMU. Will definitely return and stay here again. "
The price is AED 735
AED 938 total
includes taxes & fees
26 Aug - 27 Aug
1928 Home in the heart of Cumberland Gap
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
2 bedrooms, iron/ironing board, free WiFi, bed sheets

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

10.0 out of 10, Exceptional, (10)
"Uncle Ernie's was amazing and beautiful! We enjoyed everything about our stay there. Monica and Terry were great host. We will definitely stay here again for our future visits."
The price is AED 437
AED 782 total
includes taxes & fees
17 Aug - 18 Aug
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Pine Mountain Inn - Minutes from the Laurel Cove and Bell Theatre music venues!
Exterior detail

Pine Mountain Inn - Minutes from the Laurel Cove and Bell Theatre music venues!

10.0 out of 10, Exceptional, (2)
"Perfect for our event! Very laid back atmosphere. "
The price is AED 1,598
AED 2,656 total
includes taxes & fees
9 Aug - 10 Aug
Pine Mountain Inn - Minutes from the Laurel Cove and Bell Theatre music venues!
Handicapped Friendly House in the peaceful country side
Property grounds

Handicapped Friendly House in the peaceful country side

10.0 out of 10, Exceptional, (25)
"Check in is easy and Nell is very responsive. This was my family's second time staying here and we will definitely stay again. "
Handicapped Friendly House in the peaceful country side
The House on Park Avenue
Comfort House | Private kitchen | Full-size fridge, microwave, oven, stovetop

The House on Park Avenue

3.5 star property
The price is AED 1,068
AED 1,468 total
includes taxes & fees
5 Aug - 6 Aug
The House on Park Avenue
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
Private kitchen

3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

4.8 out of 10, (3)
"I did not stay at this property due to a double booking. I stayed at a nearby house that needs to be cleaned better, specially the floors, a shower curtain needs to be added to the beautiful update in bathroom, some plates woukd be nice. House rules and check in, check out procedures, places to visit and eat nearby would have been helpful to have posted at the house. Overall was a decent place to stay, quiet neighborhood. I would at least consider staying again."
The price is AED 253
AED 777 total
includes taxes & fees
5 Aug - 6 Aug
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
3 bedrooms, desk, iron/ironing board, travel crib

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

9.0 out of 10, Wonderful, (4)
"We enjoyed our stay. "
The price is AED 492
AED 1,170 total
includes taxes & fees
5 Aug - 6 Aug
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Blissful Bungalow across from LMU campus
Dining

Blissful Bungalow across from LMU campus

9.6 out of 10, Exceptional, (23)
"visiting family at lmu, very close! We had a great weekend, would stay again! "
Blissful Bungalow across from LMU campus
Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now
Outdoor dining

Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now

10.0 out of 10, Exceptional, (3)
"Great location very close to Black Mountain. Host was awesome"
Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now
Harrogate Home Mountain View’s Dog Friendly
Fridge, microwave, oven, stovetop

Harrogate Home Mountain View’s Dog Friendly

9.8 out of 10, Exceptional, (19)
"The entire stay was great. The house was nice and cozy, the beds were comfortable and the showers were great. Overall a very comfortable stay. Great hosts."
The price is AED 579
AED 1,103 total
includes taxes & fees
6 Aug - 7 Aug
Harrogate Home Mountain View’s Dog Friendly
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Property grounds

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

10.0 out of 10, Exceptional, (1)
The price is AED 520
AED 1,003 total
includes taxes & fees
5 Aug - 6 Aug
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
Living area

Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

10.0 out of 10, Exceptional, (1)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
The price is AED 514
AED 761 total
includes taxes & fees
5 Aug - 6 Aug
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Exterior

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

8.8 out of 10, Excellent, (3)
"We will rent this property again :)"
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Exterior

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Modern Appalachian Vacation Rental w/ River Access
TV, fireplace

Modern Appalachian Vacation Rental w/ River Access

9.8 out of 10, Exceptional, (8)
"We had a very beautiful and restful stay, thank you!"
Modern Appalachian Vacation Rental w/ River Access
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
Fridge, microwave, oven, stovetop

Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great place that is well stocked and close to amenities as well. Spacious house with an awesome porch with a view!"
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
Appalachian country views and hikes.
TV, fireplace, table tennis

Appalachian country views and hikes.

9.6 out of 10, Exceptional, (14)
"What a lovely place. Everything we needed and then some. Would stay here again. So relaxing. The view, ping pong, & super happy to discover puzzles for us to do on the rainy day!(Only issue we had was it was wasp season & they kept getting in. Glad they were slow ones!)"
Appalachian country views and hikes.
Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia
Exterior

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia
Historic Property in Hyden KY
Property grounds

Historic Property in Hyden KY

10.0 out of 10, Exceptional, (2)
"Absolutely beautiful home. Head a hiccup when we arrived but host resolved it immediately and her and team went above and beyond our expectations. We stayed for a family reunion in area and plan on staying here every year. "
Historic Property in Hyden KY
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Harlan Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"Great value"
herbert 1-night trip
Posted 2 days ago
Quality Inn